A lichen metabolite
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Norstictic Acid

Item No. 29581

Technical Information
Formal Name
1,3-dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carboxaldehyde
CAS Number
571-67-5
Molecular Formula
C18H12O9
Formula Weight
Purity
≥95%
A solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=CC1=C2C(C(OC(C(C)=C(O)C3=C4C(O)OC3=O)=C4O2)=O)=C(C)C=C1O
InChi Code
InChI=1S/C18H12O9/c1-5-3-8(20)7(4-19)14-9(5)16(22)26-13-6(2)12(21)10-11(15(13)25-14)18(24)27-17(10)23/h3-4,18,20-21,24H,1-2H3
InChi Key
IEVVSJFLBYOUCJ-UHFFFAOYSA-N
Origin
Fungus/Lobaria sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Norstictic acid is a lichen metabolite that has been found in R. farinacea and has antimicrobial and anticancer activities.1,2 It is active against A. hydrophilia, B. subtilis, L. monocytogenes, P. vulgaris, S. faecalis, C. albicans, and C. glabrata (MICs = 0.1-6.7 mM).1 Norstictic acid (1-100 μM) inhibits proliferation, migration, and invasion of MDA-MB-231 cells.2 In vivo, norstictic acid (15 mg/kg, i.p.) reduces tumor growth in an MDA-MB-231/GFP mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tay, T., Türk, A.Ö., Yilmaz, M., et alEvaluation of the antimicrobial activity of the acetone extract of the lichen Ramalina farinacea and its (+)-usnic acid, norstictic acid, and protocetraric acid constituents. Z. Naturforsch. C J. Biosci. 59(5-6), 384-388 (2004).

    2. Ebrahim, H.Y., Elsayed, H.E., Mohyeldin, M.M., et alNorstictic acid inhibits breast cancer cell proliferation, migration, invasion, and in vivo invasive growth through targeting c-Met. Phytother. Res. 30(4), 557-566 (2016).